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$1,075,000
4 Beds 4 Baths 220220426 MLS
This gem of a property is located only a few minutes from historic downtown Jacksonville, the Britt festivals and some of the best wine country southern Oregon has to offer! No need to keep your search to only single-story homes, because this one has an elevator to give equal access throughout. The kitchen is built for entertaining in the great room. Enjoy amazing views of the Rogue Valley from the expansive rear deck. If storage is what you need, there are two, two car garages and an additional storage space. Outside you will find beautiful and peaceful landscaping in both the front and back. With quality features throughout, this home is ready to provide comfort and good times for a new owner. Schedule a tour today!

935 Applegate Street, Jacksonville

$1,700,000
2 Beds 3 Baths 220220012 MLS
Butterfly Hill is a LEED Silver certified, self-sustainable eco-luxury masterpiece in a gated community outside Jacksonville. This three-wing home delivers abundant sweeping views, open-concept living space & stunning folding glass doors which open directly to outdoors blending nature with the eco-luxury lifestyle. The kitchen stuns with a large tasking island, custom cabinetry, walk-in pantry and sleek cooking zone. Primary suite demands awe with a bank of windows facing the mountains & spa inspired bath. Flexible secondary suite with Murphy bed is a perfect multi-use haven. 8-year-old Hügelkultur gardens, drought-tolerant native plantings, and a 15,000-gallon rainwater collection system supplies irrigation and dedicated fire suppression tank, solar power, KVA 20 generator and extensive fire hardening measures secure this home for years to come. Private hiking trails, wildlife, views and space without feeling endlessly remote.

400 Coyote Run, Jacksonville

$849,000
4 Beds 4 Baths 220219145 MLS
An Everyday Getaway! That is what it's like living on this Tuscany style homestead. 4 scenic acres, 3,511 sq.ft. multi-level home, full of warmth & artistic detail. Earthen plaster, frame built w/ straw-bale insulation, a Kachelofen masonry woodstove & eco-conscious features. The main level offers a primary bd that opens to a pleasant deck w/ view of surrounding mountains Living & dining areas, kitchen & laundry. Upstairs includes a bd w/ convenient 1/2 bth, while the bright daylight basement provides bonus rooms, sauna, bth & generous cold storage. The 2,066 sq.ft. ADU combines living, entertaining & creative space w/ an integrated shop & a garage w/ laundry. Permitted for vacation rental, this unique building adds fun & diversity of living choices. Land offers a beautiful mix of rolling & level terrain w/ mountain views & dotted w/ oaks. A wonderful home base w/ the fenced garden, animal areas, play structure, decorative pond & multiple outbuildings & outdoor living spaces.

8150 Upper Applegate Road, Jacksonville

$575,000
3 Beds 3 Baths 220220067 MLS
Located in the scenic Applegate Valley, this 5 acre, fully irrigated rural property offers privacy, usability, and a true Southern Oregon lifestyle. The 2,726 sq ft home features 3 bedrooms and 3 full baths with a flexible split level floor plan. Light-filled living spaces create a warm and inviting atmosphere, with a heat pump for year round comfort plus wood heat in both living rooms. The new back deck is ideal for relaxing, entertaining, and taking in the surrounding mountain and territorial views. Multiple additional rooms offer space for storage, an office, hobbies, guests, or flexible use. The fully fenced property includes established pasture, irrigation rights for all 5 acres, a garden area, gated entry, dog run, RV parking, and outbuildings for added functionality. With usable acreage, room for animals and equipment, and a peaceful rural setting, this property offers the versatility, comfort, and lifestyle buyers seek in the Applegate Valley.

7680 Upper Applegate, Jacksonville

$629,808
3 Beds 2 Baths 220219807 MLS
Picturesque little valley backing up to BLM land & Sterling Dutch trail on 43.20 acres. Rich in history dated back to 1856 homestead in Sterling Creek nestled in Southern Oregon. Charming log style home, Knotte pine doors, vaulted rough cut beams and Knotte pine ceilings. Enter in to the great room/dining room through a lg cedar deck for entertaining and beautiful landscaping w/dbl doors, Vermont cast iron fireplace w/cooking plate. Open staircase to 3rd bdrm or great office. Vaulted wood ceilings in primary suite, 3 lg closets and bath. 2nd bdrm off back of home w/open kitchen, lg walk in pantry w/ hickory cabinets and glass fronts. Milgard dbl pane windows. French doors to a covered patio. Beautiful property w/fruit trees, grape arbor, fenced garden and Dog Park. 3 sheds, slate walkways and great well! Super charming property close to Jacksonville

7484 Sterling Creek Road, Jacksonville

$699,000
3 Beds 3 Baths 220219715 MLS
Beautiful contemporary Craftsman-style home in a quiet setting close to historic downtown Jacksonville, Britt Festival, restaurants, and woodland hiking trails. This well-maintained newer home features an open-concept floor plan with engineered hardwood floors, abundant natural light, and a cozy fireplace. The kitchen offers granite countertops, stainless steel appliances, custom cabinetry, and a spacious island ideal for gathering and entertaining. The main-level primary suite includes a walk-in closet, double vanity, and tile shower, along with a powder room and laundry room. Downstairs features a large family/media room, two bedrooms, full bath, and separate entrance - ideal for guests, extended family, or flexible living space. Enjoy multiple outdoor living areas, easy-care landscaping, covered porches on both levels, a private rear patio, and attached two-car garage in one of Southern Oregon's most desirable communities.

915 Hangman Way, Jacksonville

$2,390,000
4 Beds 3 Baths 220219078 MLS
Discover Belvoir Estate, an extraordinary French Country chateau in the heart of Southern Oregon's Applegate Valley Wine Country. Set on 25 private acres, this custom-built masterpiece blends grand scale architecture w/natural beauty, privacy, and timeless elegance. Inside, soaring ceilings and expansive windows frame breathtaking panoramic views, while exceptional craftsmanship, refined finishes, and Wolf and Sub-Zero appliances elevate the living experience. Grand gathering spaces feel both impressive and inviting, designed for luxurious living and entertaining. Outdoors, enjoy multiple terraces, 600+ ft of river front, a historic barn, sprawling meadows, and sustainable organic garden. The property also includes a private guest residence, 1857 water rights, and easy access to public lands for recreation. A short drive to Jacksonville, wineries, dining, concerts, theater and an international airport 30 min away, Belvoir Estate is your private grand estate dream in harmony w/nature.

3998 Little Applegate Road, Jacksonville

$599,000
4 Beds 2 Baths 220219015 MLS
Nicely set back off the highway you will find this well constructed Bavarian style home, built by a master builder from Germany. Sits on just under 3 acres with spectacular views of the Siskiyou mountains. Located in the middle of the Applegate wine country near Ruch and a short 15 min drive to Historic Jacksonville. This 3404 sq. ft. , 4 bed plus office has all the space you would want for everyday living and entertaining. Main living is upstairs, offers a covered porch to enjoy the views year round. Large patio off lower level for outdoor entertaining. The two car garage is detached with upstairs living area. Paved driveway offers ample parking. The 2 wells offer plenty of water for landscape/gardening and household use. Well flow from 2017 on file, good flow production. Slightly sloping land is mostly open pasture with mature landscaping around the house, fenced and gated.

8330 Hwy 238, Jacksonville

$624,900
4 Beds 4 Baths 220218223 MLS
This updated 4-bed, 4 -bath home offers 2,907 sqft of living space on a peaceful 6-acre lot. Including a huge barn with an additional office space on the second level. Fresh paint and new laminate flooring on the main level create a crisp, modern feel. Vaulted ceilings and large windows fill the space with natural light and showcase stunning mountain views. The open layout is ideal for both relaxing and entertaining. Privately tucked away yet close to town, this property offers the best of both worlds. Highlights include a 1,000-sqft barn with a second-level office--great for storage, hobbies, or creative work. A 3-car garage provides ample room for vehicles, and a charming greenhouse supports year-round gardening. The abundant water supply is ideal for lush landscaping or agriculture. This home has incredible views of the valley and mountains - Don't miss out! Priced to sell!

3375 Little Applegate Road, Jacksonville

$584,000
3 Beds 2 Baths 220218112 MLS
Welcome home to your PRIVATE 2.99 Fully fenced acres! surrounded by local vineyards! This 1,880 sq. ranch-style home offers refined country living just minutes from Jacksonville and Medford conveniences. Its split floor plan provides comfort and functionality, with an open- concept living area anchored by a warm wood stove and natural light! The home showcases beautiful real wood cabinetry and real hard wood flooring offering timeless character and solid craftmanship. The bathrooms have been tastefully updated. Additionally, a 2 car garage, a charming chicken coop and a substantial barn with insulation and electricity for storage, animals or a workshop! Enjoy peaceful mountain view evenings on the very large deck. Just minutes to Applegate lake, 1/2 mile from Cantral Buckley, and close to Ruch out door school offering k-8!! OWNER CARRY OPTION AVAILABLE with acceptable offer. Buyer to do own due diligence.

15 Twin Oaks Road, Jacksonville

$1,250,000
3 Beds 3 Baths 220217685 MLS
This exceptional 40.97-acre estate features a beautifully remodeled home w/modern luxury & contemporary design. Nestled in a private valley with 360-degree views, the custom estate offers turn-key elegance. The 2-story floor plan centers around a chef's kitchen w/professional-grade appliances, sleek finishes, & open-concept layout. The main level also includes a dining room, private office, & expansive windows that frame the panoramic views. The master suite offers a luxurious retreat, w/two additional guest bedrooms, guest bathroom, second living area, and balcony completing the upper level. The property includes ample room for open pasture, with approximately 10 acres ready now & ideal for horses or livestock. The mature landscaping, sprawling lawns, & multiple patios offer a peaceful, private setting perfect for enjoying the beauty of the Applegate Valley. This well balanced property and turn-key estate is ready for its next owners to call it home.

7499 Highway 238, Jacksonville

$549,000
3 Beds 2 Baths 220217326 MLS
Completely remodeled home in the heart of desirable Applegate Valley! With a new roof, new windows throughout, exterior & interior paint, HVAC, flooring, and lighting fixtures throughout, this home is truly move in ready and worry-free. Step inside the front door and you will be greeted with an open floor plan and abundant natural light. The kitchen is a culinary dream with quartz counters, custom cabinets, and top-notch stainless steel appliances - including a range / oven and microwave w/convection oven. The spacious primary bedroom offers a new vanity in the bathroom and the laundry room and guest bath feature custom cabinets. With wooded views out every window, you'll be surrounded by the beauty of nature. The wood stove with stone surround brings a cozy vibe and the Trex deck is the perfect spot to enjoy your morning coffee. Only 1 mile to gorgeous Cantrall Buckley Park and the Applegate River and a 30 minute drive to Medford make this location ideal.

1100 Cantrall Road, Jacksonville

$745,000
4 Beds 3 Baths 220217086 MLS
NEW PRICE! Own a piece of history! Located on a 1/3-acre lot near downtown Jacksonville's shops, restaurants, wineries, and music venues, this beautifully preserved C.R. Pursell log home was crafted from Douglas fir logs and blends timeless character with thoughtful updates. Highlights include the original stone fireplace built from rocks found on the property and an open floor plan connecting the living room, dining, and kitchen. The kitchen has custom cabinetry, stainless steel appliances, and the original cast iron sink. The main level also offers two bedrooms and a full bath. The primary bedroom upstairs is like a retreat. A finished basement provides a separate living space with its own entrance, laundry, bath, and bonus room--ideal for guests or rental potential. Enjoy mature landscaping and views from a spacious deck & the front porch. Plenty of off-street parking and a large garage/shop.

645 E California Street, Jacksonville

$849,000
3 Beds 3 Baths 220216793 MLS
Single-level custom home on acreage showcases dramatic views and architecture. Rare privacy in the midst of nature; yet home is close to Medford and historic Jacksonville and has high-speed cable internet. 14+ acres backed by BLM land at the end of a quiet country road. High-level view overlooking the Applegate Valley and mountains beyond. Possible seller-financing at below-market rate with 50% down, or lease-option. Home's design is inspired by Frank Lloyd Wright's principles, with sleek horizontal lines and a flowing open layout with prominent use of wood, stone, concrete and glass. Spacious high-ceilinged great room with clerestory, stone-finish fireplace and wall of patio doors. Luxurious primary suite boasts its own panoramic views, patio access, dedicated office, walk-in closet, and spa-like bathroom. Fire-resistant ICF construction. Zoned radiant heated floors, extensive cherry wood cabinetry, abundant storage, quality Pella windows, oversized garage, 400-amp electrical.

615 Tumbleweed Trail, Jacksonville

$609,900
4 Beds 3 Baths 220216631 MLS
4 bed 3 bathroom 2,600+ SqFt house in the Applegate on 2.5 usable acres with 2 sheds, good well (5+ GPM) with 1,000 gal holding tank 12 Minutes from downtown Jacksonville. Inside notice the split floor plan, with a MASSIVE master suite complete with generous walk-in closet, and spacious ensuite complete with tiled flooring, cultured marble shower and large soaker tub.The adjacent sunroom could be used as a 5th bedroom. There are 3 more beds and 2 bathrooms on the other side of the house plus a large laundry room off the garage that doubles as an office space. The galley kitchen is open to the living room, complete with new flooring and a woodstove for that clean wood heat. In the fenced backyard, enjoy the large composite deck, manicured landscaping and firepit. There is an older shed/shop perfect for storing ATV's and firewood. Schedule a tour today!

324 China Gulch Road, Jacksonville

$649,900
3 Beds 2 Baths 220216435 MLS
From the welcoming front porch where countless memories have been made with family and friends to the light-filled interior, this home invites you to settle in and stay awhile. Make traditions of gathering, entertaining, and creating lasting moments. This elegant Craftsman home in Nunan Square offers 3 bedrooms and 2 bathrooms, with a desirable main-level primary suite. An open, airy floor plan is filled with natural light and designed for effortless entertaining. The kitchen has been tastefully updated with granite countertops, stainless steel appliances, and deluxe custom lighting conveniently controlled right from your smartphone, if you choose. Impeccably maintained, with annual hvac services, a newer roof and exterior paint. Ideally located near the park and the heart of downtown Jacksonville, you'll enjoy easy access to restaurants, shopping, and the grocery store. A home that blends comfort, style, and location--this one is a must-see.

110 Taylor Street, Jacksonville

$545,000
3 Beds 2 Baths 220215214 MLS
Country Home on the Little Applegate River! This peaceful 2+ acre retreat offers exceptional river frontage, open yard space, water rights and private forest across the water. The 3bd, 1.5bth, 2143 sq.ft. country home features warm brick and wood accents, exposed beams and two cozy wood stoves. The country kitchen and dining area open to the backyard, ideal for easy gatherings, while the inviting living room offers a fireplace with insert and sliding doors to the outdoors. A spacious den showcases a striking river rock backdrop to the second wood stove. Primary bedroom is conveniently located on the main level. Upstairs are two charming attic-style bedrooms, creating a distinct upper-level sleeping space. An accessible basement provides excellent cold storage. Outside you'll find raised garden beds, a chicken coop, ample parking w/ 3 RV hook-ups and a 350 sq ft outbuilding for storage or hobbies. Tranquil riverside living at its best.

3356 Little Applegate Road, Jacksonville

$819,000
4 Beds 4 Baths 220214805 MLS
Discover a rare TWO home retreat just 2 blocks from downtown Jacksonville. This one-of-a-kind property features 2 newer homes w/ sweeping town & woodland views, direct access to the 18-mile Jacksonville Woodlands Trail system & abundant wildlife. The main home offers a Scandinavian-inspired design w/ an open great rm, wood flrs, chef's kitchen w/ custom maple cabinetry, stainless appliances, & a primary suite w/ ensuite bathrm & a walk-in closet. Flexible lower-level living is ideal for guests or a home office. The 2 car garage is oversized & has a huge storage rm. The second home features beautiful views, light-filled spaces, & a private patio—perfect as a rental, guesthouse, or multi-generational living. Energy-efficient systems, Firewise-rated construction & low-maintenance landscaping provide peace of mind. Multiple patios perfect for enjoying the outdoors & end of road privacy complete this exceptional offering—an unparalleled blend of comfort, sustainability, & natural beauty.

330 E Fir Street, Jacksonville

$1,525,000
4 Beds 4 Baths 220211366 MLS
Just 2 miles from Jacksonville, this stunning hilltop estate blends elegance, privacy, and craftsmanship on 20 forested acres. This home showcases panoramic views from nearly every room. The soaring 28-ft ceilings and wall of windows create a dramatic entry. Chef's kitchen features granite counters, custom maple cabinetry, walk-in pantry, and is open to both a formal dining area and expansive great room. Main level includes two spacious guest bedrooms with private decks, office, family room, mudroom, and multiple baths. Upstairs, the primary suite boasts, private balcony, bonus area, walk-through closet, fireplace, and spa-like bath with jetted tub overlooking city lights. Additionally, is a 970 sq ft finished basement with bonus rooms. And a 3-car garage, carport, circular driveway. Enjoy outdoor living with a wraparound deck, hot tub, pool, patio, and water feature.

1661 OR-238 Highway, Jacksonville

$540,000
4 Beds 3 Baths 220207842 MLS
Live Among the Wildlife in this Forest Retreat! A rare combination of peaceful wilderness & modern comfort. Custom home nestled on 6 forested acres bordering expansive public lands. Watch deer families wander through the yard & enjoy a unique ''treehouse'' perspective, where your main living spaces sit among the treetops. Designed across 3 thoughtfully planned levels, the home's main floor offers elevated living w/ serene forest views. Spacious living & dining areas open to a beautiful chef's kitchen w/ large pantry for storage. The half bath & three access points to the wraparound deck make indoor-outdoor living effortless. Cathedral-style covered deck w/ ramp access is a great outdoor sanctuary. Upstairs are 3 inviting bedrooms, one w/ private deck & direct access to bathroom. Finished daylight basement provides flexibility w/ a large bonus room, additional bedroom, full bath & laundry room w/ laundry chute from upper level. Privacy, tranquility & a true connection w/ nature.

939 Beaver Creek Road, Jacksonville

$3,995,000
4 Beds 6 Baths 220203312 MLS
A true masterpiece in Southern Oregon, 1st time, extraordinary Mediterranean estate captures sweeping views of the Jacksonville Mountains & glittering city lights. Set on 5 private park-like acres w/city water, ±5700 SQ FT of luxury on main level, ±3484 SQFT private lower level; ideal for entertaining, additional living/guest quarters & lg detached private guest Casita--designed & built by Mike Pagnini--showcases unmatched craftsmanship and timeless elegance. Highlights include 4 luxurious primary suites, 6 baths, a Pebble Tec pool & spa, guest casita, & a 12-car garage. Inside, grand living spaces feature soaring dome ceilings, 8 fireplaces, and French doors opening to stunning outdoor living areas. Chef's kitchen, wine cellar, theater, & fitness rooms complete the experience. Ideally located near Rogue Valley International-Medford Airport w/Million Air Medford for private jet access, & minutes from the Britt Music & Arts Festival, Oregon Shakespeare Festival, & renowned wineries.

321 Pair A Dice Ranch Road, Jacksonville

$349,000
3 Beds 2 Baths 220178830 MLS
RIVERFRONT Home! Here is your opportunity to own a home on the Applegate River. This property may be yours. Located along the Applegate River, approximately 20 miles from Jacksonville, on your way to Applegate Lake. One of the most affordable riverfront homes in Southern Oregon. Extensive renovations have transformed this gem into a very comfortable Estate. There has been new floor coverings through out, new paint inside and out and all new plumbing and fixtures. You need to check out the large man cave complete with a wet bar. Outside there is a large flagstone porch to sit and listen to the river glide bye. The spacious Livingroom boast a huge 4 foot wide fireplace. The artesian well was 45 GPM when drilled and has a new pump. The adjacent lot # 400 is also available for a two family set up. Please do not go to the property without an appointment and respect the neighbors privacy. Thank you!

2525 Kinney Creek Road, Jacksonville

$8,500,000
4 Beds 3 Baths 23696912 MLS
Welcome to Red Lily Vineyards, one of the most acclaimed vineyards in the esteemed Applegate Valley of Southern Oregon. Renowned for its exceptional wines and captivating scenery, Red Lily Vineyards presents an alluring mix of established wine and agri-business with great opportunities for event and hospitality expansion. It's not just a business; it's a gateway to an extraordinary experience and a haven for those seeking a rare and sought-after investment and lifestyle opportunity. This 255-acre ranch and estate boasts strong water rights, breathtaking river frontage, a state-of-the-art winery, mature vineyards, and an expanses of quality irrigated land for vineyard and agricultural expansion plus perhaps the most iconic and well-trafficked wine tasting experience in Southern Oregon. Nestled atop a secluded knoll, commanding picturesque views of the Applegate Valley, is the main residence, a quintessential American cedar shingle-style home boasting over 4,000 square feet of living space. The second home, known as the winemaker's house, is a delightful farmhouse that has been thoughtfully updated. With its well-established reputation and a wealth of infrastructure, Red Lily provides an excellent platform for business expansion. This includes options for expanding vineyard and agri-business operations, developing a hospitality business with a focus on events such as destination weddings, as well as on-site accommodations like bed and breakfast and cabin rentals. An additional estate dwelling and farm-to-consumer sales are also relevant opportunities. This rare gem offers an unparalleled setting with 3,300 feet of Applegate River frontage and convenient access to incredible outdoor activities. The phenomenal location is a short commute from all the conveniences of Jacksonville and Medford and is centrally located within Southern Oregon. The offering is a hybrid sale that includes the business, brand, and real estate. Owner terms may be available. Thank you!

11777 Highway 238, Jacksonville

The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

The data relating to real estate for sale on this web site comes in part from the Internet Data Display (IDX) of the Southern Oregon Multiple Listing Service. Real estate listings held by brokerage firms other than our company are marked with the IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information subject to change and should be independently verified. Listing content is copyright © 2018 SOMLS, Medford, Oregon. Last updated: